Sodium triacetoxyborohydride → (3,5-dimethyl-pyridin-2-ylmethyl)-{2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-amine

Participants

Role	Name	HCID	Charge
Reactant	Sodium triacetoxyborohydride	HCID 5049666	—
Reactant	3,5-Dimethylpyridine-2-carbaldehyde	HCID 18731683	—
Reactant	2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylamine	HCID 54003537	—
Solvent	Dichloromethane	HCID 6344	—
Product	(3,5-dimethyl-pyridin-2-ylmethyl)-{2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-amine	HCID 67273302	—

Reaction Steps

Using General Procedure B: Reaction of 2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethylamine and 3,5-dimethyl-pyridine-2-carbaldehyde in CH2Cl2 with NaBH(OAc)3 gave (3,5-dimethyl-pyridin-2-ylmethyl)-{2-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-ethyl}-amine. 1H NMR (CDCl3) δ 2.26 (d, 6H, J=8.65 Hz), 2.44 (s, 3H), 2.78 (t, 2H, J=7.06 Hz), 2.97 (t, 2H, J=7.02 Hz), 3.85 (s, 2H), 7.09 (s, 1H), 7.23 (s, 1H), 7.34 (d, 2H, J=7.84 Hz), 7.81 (d, 2H, J=8.34 Hz), 7.92 (s, 1H), 8.18 (s, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07863293B2
Source dataset	uspto-grants-2011_01
ORD ID	ord-23557ff7746a4cd2b86495c16aadbce2
Source note	uspto-grants-2011_01